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辛辣成分辣椒素的单晶结构。

Single-crystal structure of the spicy capsaicin.

作者信息

Lozinšek Matic

机构信息

Jožef Stefan Institute, Jamova cesta 39, 1000 Ljubljana, Slovenia.

出版信息

Acta Crystallogr C Struct Chem. 2025 Apr 1;81(Pt 4):188-192. doi: 10.1107/S2053229625001706. Epub 2025 Mar 7.

DOI:10.1107/S2053229625001706
PMID:40052876
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11970115/
Abstract

The crystal structure of capsaicin (CHNO), or trans-8-methyl-N-vanillylnon-6-enamide, the natural product responsible for the spiciness of chilli peppers, was determined using low-temperature single-crystal X-ray diffraction. The reported crystal structure is in good agreement with previous determinations based on powder X-ray diffraction data. The localization and free refinement of all H atoms revealed that each capsaicin molecule is hydrogen bonded to four other molecules, with the O-H and N-H groups acting as hydrogen-bond donors, and the C=O group serving as a bifurcated hydrogen-bond acceptor.

摘要

辣椒素（C₁₈H₂₇NO₃），即反式-8-甲基-N-香草基壬-6-烯酰胺，是一种使辣椒具有辣味的天然产物，其晶体结构通过低温单晶X射线衍射确定。所报道的晶体结构与先前基于粉末X射线衍射数据的测定结果高度吻合。所有氢原子的定位和自由精修表明，每个辣椒素分子与其他四个分子形成氢键，其中O-H和N-H基团作为氢键供体，C=O基团作为分叉氢键受体。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f061/11970115/0cac7abc3434/c-81-00188-fig5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f061/11970115/677394a80e61/c-81-00188-fig1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f061/11970115/00ee69a3c386/c-81-00188-fig2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f061/11970115/73ba126dec97/c-81-00188-fig3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f061/11970115/6e8c3feeb48b/c-81-00188-fig4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f061/11970115/0cac7abc3434/c-81-00188-fig5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f061/11970115/677394a80e61/c-81-00188-fig1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f061/11970115/00ee69a3c386/c-81-00188-fig2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f061/11970115/73ba126dec97/c-81-00188-fig3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f061/11970115/6e8c3feeb48b/c-81-00188-fig4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f061/11970115/0cac7abc3434/c-81-00188-fig5.jpg

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